Playing With Unicorns artwork

Playing With Unicorns

46 episodes - English - Latest episode: 3 months ago - ★★★★★ - 12 ratings

Playing with unicorns is a new weekly show on startups, entrepreneurship, and venture capital.

I cover everything I learned as an entrepreneur, angel investor and venture capitalist during the last 22 years, focusing on everything I wished I knew when I first got started as a tech entrepreneur.

Entrepreneurship Business Investing entrepreneurs entrepreneurship funding venturecapital founder founders startup startups
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Episodes

#44 Unlocking Productivity: Streamlining Your Days for Passion and Purpose

January 11, 2024 20:36 - 1 hour - 65.7 MB

People often ask me how I manage to accomplish so much while leading such a rich, passionate life as illustrated by my 2023 year in review. In this episode I share all my secrets. I will cover everything from general productivity tips to how and what you can outsource in your professional and personal life.

#43 Julio Vasconcellos and the state of Latin American tech

September 10, 2023 16:52 - 1 hour - 68.5 MB

I had the pleasure of receiving Julio Vasconcellos on the show. Julio is the Founder and Managing Partner of Atlantico, a leading early-stage venture fund in Latin America. It was Julio's role as the inaugural Facebook employee for Latin America that initiated his path in the startup world in the region after starting his career in Silicon Valley. He later co-founded Peixe Urbano, scaling it to over 1,200 employees and $100M+ in revenue. After a startup rollercoaster ride with multiple near-...

#42 Kevin Ryan, Unicorn Builder

March 17, 2023 12:05 - 1 hour - 63 MB

I had the pleasure of being joined by my good friend Kevin Ryan. He’s often been called the “Godfather of NYC tech.” Kevin is one of the leading internet entrepreneurs and investors in New York. He is a co-founder of MongoDB, Business Insider, Gilt Groupe, Zola, and Nomad Health, and founds new companies with AlleyCorp every year. Earlier in his career, Kevin helped to grow DoubleClick first as President and then as CEO, leading their growth from a 20-person startup to a publicly traded glob...

Episode 41: Ask Me Anything

February 12, 2023 22:21 - 1 hour - 104 MB

It had been over a year since we did the last Ask Me Anything (AMA) so the time had come. As requested by the audience, my son François joined us for the first part of the show. He was his usual epic self: calm, poised, and playing along cutely. His presence clearly played a part in the success of the episode which was one of the most watched ever across all the platforms and was by far the most interactive episode ever with 137 live comments in addition to dozens of questions submitted ahea...

#40 Oskar Hartmann: Unicorn Accumulator

December 20, 2022 21:13 - 1 hour - 66.7 MB

This week, I had the pleasure of chatting with my good friend Oskar Hartmann. He’s had the most incredible unicorn experience: He was part of 10% of all German unicorns Made a $300M mistake on Ozon Managed to make money on Fab.com despite it going from $1.5B in value to $0 in 6 months Why selling at the point of maximum secondary liquidity is probably a bad time to sell Much more!

#39: Simpl and the Indian Fintech Ecosystem

December 20, 2022 20:25 - 55 minutes - 51.2 MB

On this week’s episode I had the pleasure of welcoming Nitya Sharma, co-founder and CEO of Simpl, to conclude our mini-series on the Indian tech scene. We had a fascinating conversation on the state of Indian Fintech, which in many ways is more advanced than the US. I am beyond impressed by the free C2C / B2B / B2C instantaneous real time payments allowed by UPI and the business models that emerge when you can do free microtransactions. I wish the West had the equivalent of India’s UPI (or B...

#38 The Indian Tech Ecosystem & FJ Labs’ Thesis in the region

October 13, 2022 17:02 - 41 minutes - 37.8 MB

This week we are covering the state of the Indian tech ecosystem. We are joined by Luke Skertich, senior associate at FJ Labs, who is leading the charge with our Indian investments. In this episode, we cover: The history of India’s tech ecosystem and the recent explosion in unicorns Why we are short term pessimistic, but medium and long term super bullish Why we are focusing on Picks and Shovels, Financial Infrastructure, and B2B Marketplaces

#37 Building India's 76th Unicorn & the Indian car market at large

October 10, 2022 14:30 - 40 minutes - 37 MB

In this episode, we cover: Niraj’s path to creating Spinny, including creating two much less successful startups right out of college The differences between the US & Indian car markets Spinny’s unique solution to the market considering the specifics of the market Spinny’s ambitions on a go forward basis The impact, if any, of the massive global multiple compression in comps like Carvana and Cazoo The state of Indian tech market

#36 Building a Web3 Unicorn with Lorien Gabel (Figment)

March 20, 2022 08:02 - 52 minutes - 47.9 MB

Lorien Gabel is the Co-Founder of Figment Network. He holds an LLB from Toronto’s Osgoode Hall Law School and is a member in good standing with the Ontario Bar. In 1994, at the age of 24, 6 months into practicing law, Lorien quit to help his brother Matt run a bourgeoning internet company, Interlog. Over the next four years, they managed the growth of Interlog to over 150 employees, 65,000 customers and profitability. It was later acquired by a large multinational telecommunications company.

#35 Thoughts on the market

February 15, 2022 20:00 - 36 minutes - 33.8 MB

These days every meeting seems to start with a conversation on market conditions. In the next episode, I am sharing my perspective on what has been happening in the public, crypto, and private markets, and what it means for investors and founders.

#34 Ask Me Anything

February 14, 2022 20:00 - 1 hour - 62.2 MB

#33 From VC to Web2 to Crypto with Mark Lurie

February 13, 2022 18:39 - 53 minutes - 49.2 MB

Mark Lurie is the CEO and co-founder of Shipyard Software. Shipyard Software builds decentralized exchanges (DEX) for specific types of trades, traders, and instruments, starting with Clipper, a DEX with the best prices anywhere on retail trades

#32 Building a shipping unicorn with Laura Behrens Wu, Co-Founder & CEO of Shippo

November 24, 2021 13:25 - 49 minutes - 45.6 MB

Laura Behrens Wu is the co-founder and CEO of Shippo. Shippo is an API-first company focused on building shipping for 21st-century e-commerce. Top takeaways Build something that’s a pain killer, not a vitamin. This means finding a true pain point and solving it. Constantly seek new customer acquisition channels. Keep in mind that people who succeed at corporations are not always successful at early-stage companies. 0-1 team members are not always the ones who will drive the company ...

#32 Laura Behrens Wu

November 24, 2021 13:25 - 49 minutes - 45.6 MB

#31 From Start-up to Grown-up with Alisa Cohn

November 24, 2021 13:19 - 30 minutes - 27.9 MB

Alisa Cohn (@AlisaCohn) is a prominent startup coach who has advised founders and executives at Venmo, Etsy, DraftKings, The Wirecutter, Mack Weldon, and Bloomberg. She’s one-time startup CFO, strategy consultant, and current angel investor and advisor, she was named the number one “Global Guru”. Her articles have appeared in HBR, Forbes, and Inc and she has been featured as an expert on Bloomberg TV, the BBC World News and in the New York Times. A recovering CPA, she is also a Broadway in...

#30 A Conversation with Thomas Plantenga

November 10, 2021 16:15 - 44 minutes - 41 MB

Thomas Plantenga is the CEO of Vinted. He was born and raised in the Netherlands. Thomas was previously a Venture Partner at FJ Labs and an early member of OLX. Thomas never intended to join Vinted. He flew from New York to Vilnius for 5 weeks to simply to have a deeper look at Vinted’s metrics. At the end of the 5th week, Thomas proposed an aggressive plan to the team, and to his surprise the team accepted. It was here Thomas knew that the Vinted team was committed to succeeding no matter...

#29 The Latest Marketplace Trends

September 22, 2021 17:55 - 26 minutes - 23.9 MB

In episode 27, I took a stab at which categories investors and entrepreneurs should focus on for the coming 5 years. In today’s episode, I wanted to cover the themes and trends that emerged in the last 12 months. Ten trends clearly emerged as we saw them time and time again with a plethora of competitors in every geography. There was no unifying theme across all of them, but four of the trends cover startups that help SMBs and micro-entrepreneurs run their businesses better allowing their ...

#28 What's the deal with crypto

August 05, 2021 21:06 - 50 minutes - 46 MB

When Satoshi Nakamoto famously wrote the Bitcoin white paper on November 13, 2008 it proposed to solve the Byzantine Generals problem. The Byzantine Generals Problem is solving the puzzle of how multiple, separated generals can achieve consensus on the time to attack a particular city. 13 years later the world of crypto is starting to see wider adoption. In 2021 every major media outlet at one point was talking about the rise of crypto, especially NFTs.

#27 The Tech Of Tomorrow

July 30, 2021 14:41 - 34 minutes - 31.4 MB

In a way I live in your future. By virtue of receiving 150 startup pitches per week, I have a good sense of what founders are trying to build for the coming decade. At the same time, as a student of history, penetration and cost trends, I can make calculated guesses for when things go from being fringe to mainstream.   In today’s episode, I take a stab at which categories investors and entrepreneurs should focus on for the coming 5 years. This time horizon is relevant because for an idea...

#26 Jeff Wald & The End of Jobs

June 25, 2021 08:27 - 48 minutes - 44.2 MB

Jeff’s newest book, The End of Jobs: The Rise of On-Demand Wokers and Agile Corporations, provides a look into the future of work by looking into the past. In human history, there have been three monumental technological revolutions: mechanization, electrification, and computerization. These revolutions shaped the future of humanity. Jeff shows the end of work will be a good thing for humanity because it will free up time and allow humans to do creative work.

#25 Clearco & the future of SMB lending

June 16, 2021 14:50 - 56 minutes - 49.7 MB

As most of you know, I want to empower people to work on the things they love. As a result, I am excited that FJ Labs invested early in Clearco (formerly Clearbanc), now valued at $2 billion, which is helping entrepreneurs all around the world to live out their dream. In this episode, I chat with Andrew D’Souza and Michele Romanow, Clearco’s founders, to learn about how they started, some of the challenges they faced along the way, and advice they have for founders.

#24 How Slice is helping mom-and-pop pizzerias compete with Dominos

May 21, 2021 14:46 - 1 hour - 59.9 MB

One of our main theses at FJ Labs is to focus on vertical marketplaces. Slice is a great example of a company that has found product-market fit within a vertical. In this episode Ilir Sela gives insights into how Slice empowered 16,000 pizzerias to compete with giants like Dominos and Pizza Hut. Ilir Sela is the founder and CEO of Slice, formerly MyPizza, the all-in-one ordering and marketing tech platform for local pizzerias.

#23 Synthesis: The startup scaling up the most innovative ideas from Elon Musk's school

May 15, 2021 21:45 - 43 minutes - 39.9 MB

The education system has not evolved since the industrial era. New tools have been introduced over the years, but nothing has dramatically changed. To reinvent education, you don’t more tools to add to the arsenal, but first principal thinking. What assumption have we been making about education? And are these assumptions true? Chrisman Frank is the co-founder and CEO of Synthesis, an enrichment club that teaches complex problem-solving and decision-making for kids 7 to 14 through online t...

#22 Why Startups Fail with Tom Eisenmann

April 26, 2021 13:28 - 1 hour - 73.6 MB

9 out of 10 startups fail. This is a gloomy number. However, it has never stopped entrepreneurs from hedging their bets to create successful companies. And I want to help entrepreneurs, whether they’re first, second, or third-time founders, increase their odds of success. So this week, I talked to Tom Eisenmann about his new book, Tom is the Howard H. Stevenson Professor of Business Administration at Harvard Business School and holds the Peter O. Crisp Faculty Chair at Harvard Innovation L...

#21 How to build the perfect pitch deck

March 29, 2021 18:17 - 1 hour - 59.6 MB

This is one of the most requested questions I’ve received since starting Playing with Unicorn podcast. People want to know “How do I build the perfect pitch deck to raise funds?”   So joining me is Kelly Anne Tully, Head of Platform and Investor at FJ Labs. Kelly has helped many of our portfolio companies raise funds. Today, Kelly and I discuss how to create the perfect a pitch deck.

#20 So you want to launch a SPAC ?

February 26, 2021 15:46 - 1 hour - 81.5 MB

Today’s episode is special because Jeff Weinstein interviews Rahim Lakhani, the CFO of Alpha Capital. Most of you will remember Jeff from Episode 13: What's the deal with SPACs. He is the resident SPAC boy at FJ Labs. Rahim has an illustrious record of leading finance, strategy, and sales from Anheuser-Busch InBev to Offerpad, and now Alpha Capital.

#19 Reinvesting in the Latam Tech Ecosystem with Brian Requarth

February 23, 2021 19:33 - 45 minutes - 41.7 MB

Brian Requarth is the Co-Founder of Latitud and former CEO of Viva Real. Through Latitud, he now dedicates his time to providing mentorship and advice for entrepreneurs in Latin America (LATAM). Brian’s new book, Viva the Entrepreneur: Founding, Scaling, and Raising Venture Capital in Latin America shares the hard lessons he learned while building and scaling his company. It covers best practices for communicating with your co-founder, finding great investors, and building a good board.

#18 Thirty-Six Lessons from Company Founders & CEOs with Tim Jackson

February 12, 2021 23:46 - 1 hour - 64.1 MB

Tim Jackson is a fellow entrepreneur, venture capitalist and author. He has lived an interesting life from a career in journalism for the Financial Times, to VC seed funding for technology startups. It was no accident that he would eventually find himself in this world - he recalls speaking on the phone and writing a column about some guy called Jeff, who had just started a company called Amazon in 1995. Tim fell in love with VC as a managing director running a $700m fund for The Carlyle Gr...

#17 The State Of Solar

February 04, 2021 20:20 - 1 hour - 57.5 MB

This week Kerim Baran (https://www.linkedin.com/in/kbaran/) shares where we stand in the world of solar. He covers: • The history of solar • The impressive decline of the cost of panel over the last 40 years • The decline in the cost of batteries • Why ultimately batteries plus panels will cost less than maintaining the grid leading most electricity to be made locally in a distributed fashion even if fusion comes to pass and creates energy at 0 marginal cost • And Much More!  

#16 Startup Talent & Startup Trends

January 23, 2021 14:42 - 1 hour - 68.4 MB

I often pondered the makeup of successful founders and founding teams. At FJ Labs we spend a disproportionate amount of time screening for EIRs. We only build 1 or 2 companies per year, so we cannot afford to get it wrong. I was fascinated to talk Magnus Grimeland and Vegard Medbø of Antler because they filter through 50,000 candidates per year in 30 locations around the world including the US, Europe, Asia, and Africa. Out of the 50,000 candidates, Antler selects 1,500 and ultimately fund...

#15 Mistakes to avoid as an Entrepreneur

January 15, 2021 18:04 - 2 hours - 120 MB

It is extremely hard to succeed as an entrepreneur. Even the most successful entrepreneurs have countless ups and downs. I would argue that I failed my way to success. My brother Olivier (https://oliviergrinda.com/), a successful tech entrepreneur and investor in his own right, joins me this week to discuss all the mistakes entrepreneurs make. As we have seemingly made all the mistakes there are to make, we hope you can learn from our mistakes as you go down your entrepreneurial path. I ha...

#14 A Conversation with Christian Angermayer

January 08, 2021 13:53 - 1 hour - 104 MB

Christian is the rare breed of polymath Renaissance Man operating in a world that rewards specialization. We had an extremely broad and far-ranging conversation covering: • Whether you should always pursue your passion • The relative importance of focus • How to make the most of the opportunities presented to you • Spirituality • Happiness • Much More!

#13 What’s the deal with SPACs?

December 18, 2020 18:04 - 54 minutes - 49.5 MB

SPACs have been one of the hot topics of 2020. Jeff Weinstein, who co-heads investing at FJ Labs, and our resident venture capital nerd, joins to talk about all things SPAC. He covers: • What are SPACs? • How do they operate? • Why are they hot in 2020? • What’s in it for sponsors, institutional investors, the companies merging into them and retail investors?

#12 The Surprising Case for Optimism in 2020

December 15, 2020 13:55 - 39 minutes - 36.1 MB

Given the omnipresent doom and gloom of 2020, I took the time to reflect objectively on where things stand and where the world is heading. My deep dive across so many industries and technologies left me inspired and awe struck by the opportunities open to us. We will address the two fundamental issues of our time: climate change and social injustice / inequality of opportunity.

#11 Loonshots with Safi Bahcall

December 08, 2020 03:27 - 2 hours - 133 MB

In general, I do not read “business books” as I find them simplistic. Loonshots is the exception to that rule. It blew me away. It mixes compelling personal narratives of entrepreneurs like Edwin Land (Polaroid) and Juan Trippe (Pan Am) with observations from physics and history to weave a very compelling narrative.

#10 Validating Your Startup Idea

November 19, 2020 19:13 - 56 minutes - 51.5 MB

Last week we covered how to come up with great startup ideas. This week I present how to evaluate if the idea is worth pursuing. I detail which hypothesis you need to validate and how to go about providing or disproving them. Vivian Graves (https://www.linkedin.com/in/vivian-graves/), an entrepreneur in residence (EIR) at FJ Labs, joins to share how she evaluated whether to pursue a temporary veterinarian labor marketplace idea.

#9 Coming Up with a Startup Idea

November 12, 2020 18:39 - 1 hour - 57.5 MB

Many aspiring entrepreneurs struggle to come with compelling startup ideas. I discuss how to quickly determine whether the idea is worth pursuing further. I also share tips and tricks on ideation and early validation. Arne Halleraker , who co-heads investing at FJ Labs, joins to share the startup ideas he came up with for our most recent FJ Labs ideation session this past August.

#8 The Business Of Venture Capital

November 05, 2020 19:14 - 1 hour - 50.8 MB

Most entrepreneurs merely see venture capitalists as a source of capital without understanding how venture capitalists operate. Jeff Weinstein who co-heads investing at FJ Labs, and our resident venture capital nerd, joins to explain the history of venture capital. He details how VC firms operate, how they are funded, and shares his take on the future of the industry. The episode is a must watch for aspiring venture capitalists, prospective investors in venture funds, and entrepreneurs raisi...

#7 FJ Labs' Startup Studio Model

October 29, 2020 17:34 - 1 hour - 64.3 MB

Last week we covered whether first time founders should build a company on their own or join an accelerator or a venture studio. As a follow-up, I wanted to present the specifics of the FJ Labs startup studio model. Anthony Valente, Andrea Xu, and Charles Gorra join to describe their experiences at the various stages of our program.

#6 DIY vs Accelerator vs Studio

October 22, 2020 21:56 - 43 minutes - 39.4 MB

This week we cover whether first time founders should build a company on their own or join an accelerator or a venture studio. Nancy Dong (https://www.linkedin.com/in/nancydong/), our first ever guest on Playing With Unicorns, joins to share the framework she used to decide whether she should join FJ Labs (www.fjlabs.com) as an entrepreneur in residence (EIR) after stints at Uber and Harvard Business School (HBS).

#5 Ask Me Anything

October 17, 2020 11:40 - 1 hour - 75.1 MB

Given that I was in Lake Placid looking at the foliage change without my multi-screen setup, I tried a “Ask Me Anything” session for the week. It was a resounding success with very varied questions. We covered: • The impact of antitrust laws on the venture ecosystem • The differences between being an angel and running an early stage fund • How we acquired the first customers at OLX • Whether marketplaces should start by building supply or demand • How to build your brand in VC • Much ...

#4 FJ Labs’ Investment Thesis

October 09, 2020 13:16 - 1 hour - 87.6 MB

In the third episode, I described how VCs evaluate startups by using a combination of the team, business, deal terms and whether the idea fits with their thesis to decide whether to invest or not. In this episode, I present FJ Labs’ Investment thesis. I start by covering why we focus on marketplaces, then detail:   Our current marketplace theses: Verticalization of horizontals Transition to supply pick marketplaces B2B marketplaces The Future of Food The Future of Work The Fut...

#3 How VCs Evaluate Startups

October 02, 2020 15:34 - 56 minutes - 51.8 MB

In the first episode I covered how and when to fundraise. In this episode, I cover how venture capitalists (VCs) evaluate you once you are in front of them the help you refine your approach and pitch.

#2 Build a MVP for less than $20k

September 25, 2020 21:20 - 23 minutes - 20.1 MB

I start by covering the theoretical do’s and don’ts of building a minimum viable product (MVP) before giving an in depth and specific example of how I would go about building a mobile golf application allowing golfers to find partners to play with at their handicap, in their region and/or club, with the same availability. I cover how to use various tools and services such as Balsamiq, Awesome Screenshot and Upwork.

#1 Fundraising: Everything there is to know in terms of fundraising for venture backed startups

September 18, 2020 00:23 - 39 minutes - 36.2 MB

Given that it's episode 1, I start by explaining why I am creating this podcast before covering everything there is to know in terms of fundraising for venture backed startups • Common mistakes when fundraising • The unwritten rules of venture capital • How and when to approach venture capitalists • Much more!